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Merck

C102504

Cyclohexene oxide

98%

Synonym(s):

1,2-Epoxycyclohexane, 7-Oxabicyclo[4.1.0]heptane

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About This Item

Empirical Formula (Hill Notation):
C6H10O
CAS Number:
286-20-4
Molecular Weight:
98.14
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24892306
EC Number:
206-007-7
Beilstein/REAXYS Number:
383568
MDL number:
MFCD00005162

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Product Name

Cyclohexene oxide, 98%

InChI

1S/C6H10O/c1-2-4-6-5(3-1)7-6/h5-6H,1-4H2

InChI key

ZWAJLVLEBYIOTI-UHFFFAOYSA-N

SMILES string

C1CCC2OC2C1

assay

98%

form

liquid

autoignition temp.

703 °F

expl. lim.

12.36 %

refractive index

n20/D 1.452 (lit.)

bp

129-130 °C (lit.)

density

0.97 g/mL at 25 °C (lit.)

Quality Level

100

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Show Differences

1 of 4

This Item
175188C110507152544
Cyclohexene oxide 98%

Sigma-Aldrich

C102504

Cyclohexene oxide

Cyclopentene oxide 98%

Sigma-Aldrich

175188

Cyclopentene oxide

Cyclooctene oxide 99%

Sigma-Aldrich

C110507

Cyclooctene oxide

4-Vinyl-1-cyclohexene 1,2-epoxide, mixture of isomers 98%

Sigma-Aldrich

152544

4-Vinyl-1-cyclohexene 1,2-epoxide, mixture of isomers

assay

98%

assay

98%

assay

99%

assay

98%

density

0.97 g/mL at 25 °C (lit.)

density

0.964 g/mL at 25 °C (lit.)

density

-

density

0.952 g/mL at 25 °C (lit.)

bp

129-130 °C (lit.)

bp

102 °C (lit.)

bp

55 °C/5 mmHg (lit.)

bp

169 °C (lit.)

refractive index

n20/D 1.452 (lit.)

refractive index

n20/D 1.434 (lit.)

refractive index

-

refractive index

n20/D 1.469 (lit.)

form

liquid

form

liquid

form

crystals

form

liquid

autoignition temp.

703 °F

autoignition temp.

-

autoignition temp.

-

autoignition temp.

-

Application

  • Polymeric carbon nitride with internal np homojunctions for efficient photocatalytic CO2 reduction coupled with cyclohexene oxidation: This study focuses on the use of cyclohexene oxide in the context of photocatalytic CO2 reduction, highlighting the application of polymeric carbon nitride as a catalyst. The process shows how cyclohexene oxide can be efficiently converted in a coupled reaction that also addresses environmental concerns through CO2 reduction (W Zhen et al., 2021).

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Muta. 2 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk

WGK 1

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX9801
MKCX3158
MKCW5349
MKCT8260
MKCV4121

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Yoshiyuki Igawa et al.
Toxicology and applied pharmacology, 234(3), 361-369 (2008-11-26)
The polycyclic aromatic hydrocarbon 7, 12-dimethylbenz[a]anthracene, (DMBA), targets and destroys all follicle types in rat and mouse ovaries. DMBA requires bioactivation to DMBA-3,4-diol-1,2-epoxide for ovotoxicity via formation of the intermediate, DMBA-3,4-diol (catalyzed by microsomal epoxide hydrolase; mEH). mEH was shown
Benedetta Mennucci et al.
The Journal of organic chemistry, 72(18), 6680-6691 (2007-08-09)
The optical rotatory power of some natural cyclohexene oxides, such as (+)-chaloxone, 1, (+)-epiepoformine, 2, (+)-epoformine, 3, (+)-epoxidone, 5, (-)-sphaeropsidone, 6, (-)-episphaeropsidone, 7, and the synthetic compound (+)-epitheobroxide, 4, has been calculated by means of the TDDFT/B3LYP method using the
Liping Guo et al.
Dalton transactions (Cambridge, England : 2003), (27)(27), 5406-5410 (2009-07-01)
A new, natural lysine-based (salen)Cr(III)Cl ((lys-salen)Cr(III)Cl) complex was prepared and its catalytic activity for the copolymerization of CO(2) and cyclohexene oxide (CHO) was described in the presence of PPNCl (PPN(+) = bis(triphenylphosphoranylidene)ammonium) as cocatalyst. The influence of the reaction time
Highly active dizinc catalyst for the copolymerization of carbon dioxide and cyclohexene oxide at one atmosphere pressure.
Michael R Kember et al.
Angewandte Chemie (International ed. in English), 48(5), 931-933 (2008-12-31)
Fabian Jutz et al.
Journal of the American Chemical Society, 133(43), 17395-17405 (2011-10-07)
The reaction kinetics of the copolymerization of carbon dioxide and cyclohexene oxide to produce poly(cyclohexene carbonate), catalyzed by a dizinc acetate complex, is studied by in situ attenuated total reflectance infrared (ATR-IR) and proton nuclear magnetic resonance ((1)H NMR) spectroscopy.
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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